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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2257131Generated: October 27, 2026

Sodium Carbonate → N-[4-(4-Trifluoromethyl-2,6-dimethoxyphenyl)-2-thiazolyl]-1H-indole-2-carboxamide

https://huagongshe.com/reaction/2257131

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant1-acetylindole-2-carboxylic AcidHCID 10219867—
Reactant2-Amino-4-(4-trifluoromethyl-2,6-dimethoxyphenyl)thiazoleHCID 19028021—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductN-[4-(4-Trifluoromethyl-2,6-dimethoxyphenyl)-2-thiazolyl]-1H-indole-2-carboxamideHCID 1902800360.3%

Reaction Steps

A mixture of 0.609 g of 2-amino-4-(4-trifluoromethyl-2,6-dimethoxyphenyl)thiazole, 0.447 g of N-acetyl-2-indolecarboxylic acid, 1.062 g of BOP and 0.243 g of triethylamine in 30 ml of DCM is stirred at r.t. for 48 hours. 100 ml of water are added, and the organic phase is separated after settling has taken place, dried over sodium sulphate and evaporated under vacuum. The derivative acetylated on the indole nitrogen which is obtained is taken up in 50 ml of MeOH, 2 g of sodium carbonate are added and the mixture is stirred overnight at r.t. It is evaporated under vacuum, the residue is taken up with 100 ml of water, the mixture is extracted with DCM, and the organic phase is dried over sodium sulphate and evaporated under vacuum. 0.54 g of the expected product is obtained after crystallization in DCM, m.p.>260° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05656648
Source datasetuspto-grants-1997_08
ORD IDord-ce4974ec3f6c46f3a515a926a96f07d3
Source noteuspto-grants-1997_08